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Functionalized polymer, rubber composition and pneumatic tire

a technology of functionalized polymers and rubber compositions, applied in the direction of special tyres, transportation and packaging, tyre parts, etc., can solve the problems of low polymer hysteresis and provide a lower level of tire rolling resistance, so as to improve the affinity of fillers, improve the interaction of polymer/filler, and reduce the cost

Active Publication Date: 2014-10-21
THE GOODYEAR TIRE & RUBBER CO
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0006]The subject invention provides a low cost means for the end-group functionalization of rubbery living polymers to improve their affinity for fillers, such as carbon black and / or silica. Such functionalized polymers can be beneficially used in manufacturing tires and other rubber products where improved polymer / filler interaction is desirable. In tire tread compounds this can result in lower polymer hysteresis which in turn can provide a lower level of tire rolling resistance.

Problems solved by technology

In tire tread compounds this can result in lower polymer hysteresis which in turn can provide a lower level of tire rolling resistance.

Method used

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  • Functionalized polymer, rubber composition and pneumatic tire
  • Functionalized polymer, rubber composition and pneumatic tire
  • Functionalized polymer, rubber composition and pneumatic tire

Examples

Experimental program
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Effect test

example 1

Synthesis of S-Benzyl S′-trimethoxysilylpropyltrithiocarbonate

[0061]

[0062]To a stirred solution of 3-(mercaptopropyl)trimethoxysilane (30 mmol) in 50 mL of anhydrous methanol was added dropwise a solution of sodium methoxide in methanol (25 wt % in methanol, 30 mmol) under nitrogen. After stirring for 30 min, carbon disulfide (40 mmol) was added dropwise to the solution, and the mixture was stirred at ambient temperature for 3 h. To the yellow solution was added benzyl bromide (30 mmol) and the mixture was stirred for 3.5 h under nitrogen. The mixture was concentrated, diluted with dichloromethane, filtered off, concentrated under reduced pressure and dried overnight in Schlenk line. The purity of synthesized compound was characterized via 1H-NMR (400 MHz).

example 2

Synthesis of S-Benzyl S′-triethoxysilylpropyltrithiocarbonate

[0063]

[0064]To a stirred solution of 3-(mercaptopropyl)triethoxysilane (30 mmol) in 50 mL of anhydrous ethanol was added dropwise a solution of sodium ethoxide in ethanol (21 wt % in ethanol, 30 mmol) under nitrogen. After stirring for 30 min, carbon disulfide (40 mmol) was added dropwise to the solution, and the mixture was stirred at ambient temperature for 3 h. To the yellow solution was added benzyl bromide (30 mmol) and the mixture was stirred for 3.5 h under nitrogen. The mixture was concentrated, diluted with dichloromethane, filtered off, concentrated under reduced pressure and dried overnight in Schlenk line. The purity of synthesized compound was characterized via 1H-NMR (400 MHz).

example 3

Synthesis of Silane, trimethoxy[3-(phenylmethyl)thio]propyl]

[0065]

[0066]To a stirred solution of 3-(mercaptopropyl)trimethoxysilane (30 mmol) in 50 mL of anhydrous methanol was added dropwise a solution of sodium methoxide in methanol (25 wt % in methanol, 30 mmol) under nitrogen. After stirring for 30 min, benzyl bromide (30 mmol) was added dropwise to the solution, and the mixture was stirred at ambient temperature overnight. The mixture was concentrated, diluted with dichloromethane, filtered off, concentrated under reduced pressure and dried overnight in Schlenck line. The synthesized compound was characterized via 1H-NMR (400 MHz).

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Abstract

There is disclosed a functionalized elastomer comprising the reaction product of a living anionic elastomeric polymer; anda polymerization terminator of formula Iwhere R1, R2 and R3 are independently C1 to C8 alkyl or C1 to C8 alkoxy, with the proviso that at least two of R1, R2 and R3 are C1 to C8 alkoxy; R4 is C1 to C8 alkyl; Si is silicon; S is sulfur; and Z is R5 or of formula IIwhere R5 is alkyl, aryl, alkylaryl or arylalkyl.There is further disclosed a rubber composition comprising the functionalized elastomer, and a pneumatic tire comprising the rubber composition.

Description

BACKGROUND OF THE INVENTION[0001]Metals from Groups I and II of the periodic table are commonly used to initiate the polymerization of monomers into polymers. For example, lithium, barium, magnesium, sodium, and potassium are metals that are frequently utilized in such polymerizations. Initiator systems of this type are of commercial importance because they can be used to produce stereo regulated polymers. For instance, lithium initiators can be utilized to initiate the anionic polymerization of isoprene into synthetic polyisoprene rubber or to initiate the polymerization of 1,3-butadiene into polybutadiene rubber having the desired microstructure.[0002]The polymers formed in such polymerizations have the metal used to initiate the polymerization at the growing end of their polymer chains and are sometimes referred to as living polymers. They are referred to as living polymers because their polymer chains which contain the terminal metal initiator continue to grow or live until all ...

Claims

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Application Information

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Patent Type & Authority Patents(United States)
IPC IPC(8): C08C19/20B60C1/00C08C19/25C08F36/04C08F2/38C08C19/44
CPCC08F36/04C08F2/38C08C19/44C08C19/25C08C19/20B60C1/00
Inventor NEBHANI, LEENARACHITA, MICHAEL JOSEPH
Owner THE GOODYEAR TIRE & RUBBER CO
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